Comparative study of reductive amination reaction on 5-(4-formyl-3,5-dimethoxyphenoxy)valeric acid and its monomethoxy analog using the Multipin™ approach

Chinh T. Bui, Andrew M. Bray, Yen Pham, Rhonda Campbell, Francesca Ercole, Firas A. Rasoul, N. Joe Maeji

Research output: Contribution to journalArticleResearchpeer-review

8 Citations (Scopus)

Abstract

The 5-(4-formyl-3,5-dimethoxyphenoxy)valeric acid (Barany) linker and its monomethoxy analog were applied to the Multipin™ method of solid phase synthesis. A comparative assessment of reductive amination and cleavage of these linkers under conditions of multiple synthesis indicated that both were applicable to a broad range of primary amines including aniline and 4-nitroaniline. Apart from the greater lability of the dimethoxy version under TFA cleavage, there was no observable advantage of one linker over the other within the described experiment.

Original languageEnglish
Pages (from-to)155-163
Number of pages9
JournalMolecular Diversity
Volume4
Issue number3
DOIs
Publication statusPublished - 1 Jan 1998
Externally publishedYes

Keywords

  • Linkers
  • N-alkylamides
  • Reductive amination
  • Solid-phase synthesis

Cite this